TABLE 1.
Entry | Reagent | Solvent | Time [h] | Yield [%] | Rs (SD) [Ω/sq.] |
---|---|---|---|---|---|
1 | Me4NF·4H2O | DMSO | 24 | 22 | 1.4 × 104 (2.1 × 103) |
2 | Me4NOAc | DMSO | 24 | 4 | 3.8 × 104 (5.9 × 103) |
3 | Me4NOH·5H2O | DMSO | 24 | 12 | 7.1 × 103 (9.1 × 102) |
4 | Me4NCl | DMSO | 24 | <1 | — |
5 | Me4NBr | DMSO | 24 | <1 | — |
6 | Me4NBF4 | DMSO | 24 | <1 | — |
7 | Me4NOH·5H2O | H2O | 24 | 43 | 2.0 × 104 (9.1 × 102) |
8 | Me4NOH·5H2O | THF | 24 | 15 | 2.0 × 103 (2.5 × 102) |
9 | Me4NOH·5H2O | CH3CN | 24 | <1 | — |
10 | Me4NOH·5H2O | NMP | 24 | <1 | — |
11 | Me4NOH·5H2O | CH3OH | 24 | <1 | — |
12 | Me4NOH·5H2O | THF/H2O a | 24 | 46 | 2.0 × 103 (2.5 × 102) |
13 | Me4NOH·5H2O | THF/H2O a | 72 | 59 | 1.4 × 103 (93) |
14 b | Me4NOH·5H2O | THF/H2O a | 72 | 5 | 2.7 × 102 (6.2) |
15 b | Me4NOH·5H2O | THF/H2O a | 120 | 20 | 1.5 × 102 (8.8) |
Solvent ratio (v/v): THF/H2O = 10/1.
Without sonication treatment.